(3R,5S,5'S,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-5'-(2-methylpropyl)tetradecahydro-6'H-spiro[cyclopenta[a]-phenanthrene-3,2'-[1,4]oxazinane]-6',17(2H)-dione

ID: ALA3605182

PubChem CID: 70811401

Max Phase: Preclinical

Molecular Formula: C33H47NO3

Molecular Weight: 505.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1C(=O)O[C@@]2(CC[C@@]3(C)[C@@H](CC[C@@H]4[C@@H]3CC[C@]3(C)C(=O)CC[C@@H]43)C2)CN1Cc1ccccc1

Standard InChI:  InChI=1S/C33H47NO3/c1-22(2)18-28-30(36)37-33(21-34(28)20-23-8-6-5-7-9-23)17-16-31(3)24(19-33)10-11-25-26-12-13-29(35)32(26,4)15-14-27(25)31/h5-9,22,24-28H,10-21H2,1-4H3/t24-,25-,26-,27-,28-,31-,32-,33+/m0/s1

Standard InChI Key:  ZXNGALYTDXDNJO-BUHQOFETSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3605182

   (3R,3'S,5S,8R,9S,10S,13S,14S)-4'-benzyl-10,13-dimethyl-3'-(2-methylpropyl)spiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6'-morpholine]-2',17-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 505.74

Molecular Weight (Monoisotopic): 505.3556

AlogP: 6.81

#Rotatable Bonds: 4

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.86

CX LogP: 7.40

CX LogD: 7.29

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: 1.39

References

1. Djigoué GB, Kenmogne LC, Roy J, Maltais R, Poirier D..  (2015)  Design, chemical synthesis and biological evaluation of 3-spiromorpholinone/3-spirocarbamate androsterone derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase type 3.,  23  (17): [PMID:26277760] [10.1016/j.bmc.2015.07.049]

Source

Source(1):

• Scientific Literature